What beach do the locals go to in Key West?

Simonton Street Beach This diminutive Key West beach draws in-the-know locals, and tourists who've stumbled upon it while exploring the island. To find Simonton Street Beach, head to the end of the street of the same name, on Key West's Gulf of Mexico side.



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In 2013, on her fifth attempt and at age 64, she succeeded in swimming from Havana, Cuba to Key West, Florida, completing the third known swim crossing of the Florida Straits after Walter Poenisch in 1978, and Susie Maroney in 1997.

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10 Best Beaches in Florida Keys
  • Dry Tortugas National Park.
  • Sombrero Beach.
  • Zachary Taylor State Park Beach.
  • Higgs Beach.
  • C.B. Harvey Rest Beach.
  • John Pennekamp Coral Reef State Park.
  • Sunset Park Beach.
  • Anne's Beach.


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Sombrero Beach, Marathon Sombrero ranks at the top of the list of best beaches in the Florida Keys. In fact, in 2023 Sombrero was the only South Florida beach to make the “best beaches in the US” list on TripAdvisor.

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Free beaches in the Florida Keys:
  • Anne's Beach. Mile Marker 73.4, Islamorada. ...
  • Sombrero Beach. Directions: Turn south at Mile Marker 50 at the light (Publix Shopping Center) and follow Sombrero Beach Road for about two miles to the end. ...
  • Veterans Park. Mile Marker 39.9, Big Pine Key. ...
  • Smathers Beach. ...
  • Higgs Beach.


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Boasting temperate waters and more than 3,400 hours of annual sunshine, the beaches of Key West are some of the most popular destinations on this tropical island paradise. You can enjoy the sun, sand and warm water as well as a variety of activities like swimming, snorkeling and fishing.

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Pack a light fleece jacket, hoodie, or comfy cardigan for evening dockside drinking. Jeans, leggings, joggers, or lightweight active pants are also practical. They can be easily cuffed during the day and let down when the night chills begin.

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Wisteria Island, also known as Christmas Tree Island, is a federally owned, uninhabited island in the lower Florida Keys 645 yards (590 m) northwest of the northwestern corner of the main island and city of Key West, Florida, Monroe County, United States.

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Fort Zachary Taylor Historic State Park Beach Located at the southern tip of Key West, this sun-soaked spot is the ultimate place for a picnic, swim, snorkel, or paddle. And while you're at it, you can squeeze in a little history.

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Little Palm Island Beach The exclusive private island resort off the lower Florida Keys is reached only by seaplane or boat and transports guests to a world marked by exceptional service, thoughtful amenities, comfy bungalows and a quiet sliver of palm tree-lined beach.

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10 Best Towns and Villages to Visit in the Florida Keys
  • Dry Tortugas.
  • Calusa Beach.
  • Key Colony Beach.
  • Marathon.
  • Anne's Beach.
  • Bahia Honda Key.
  • Long Key State Park.
  • Coco Plum Beach.


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In general, you do not need a car while in Key West. The island is small, only 4-miles wide by 2-miles wide, and the historic quarter known as Old Town is all within a 1-mile radius. Taxis, ride-sharing services, bicycles, walking, and city buses are plentiful and a convenient way to get around.

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